Benzyl Alcohol → Benzyl alpha-D-lyxopyranoside

HRID 964865

Reaktionsgleichung

Reaktionsgleichung von HRID 964865
[O:1]=[CH:2][C@H:3]([C@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].[CH2:11](O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OCC)C>[O:1]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C@H:2]1[O:10][CH2:9][C@@H:7]([OH:8])[C@H:5]([OH:6])[C@@H:3]1[OH:4]

Komponenten

4

Edukt 2

HCID 244Benzyl AlcoholHCID 65550Lyxose

Produkt 1

HCID 11736583Benzyl alpha-D-lyxopyranosideAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

A mixture of D-lyxose (10 g, 66.6 mmol) and benzyl alcohol (50 ml) was cooled to -5° C. and hydrogen chloride was bubbled through it for 3 to 5 hours while monitoring the reaction on tlc (ethyl acetate-ethyl alcohol 7:1). To this reaction mixture diethyl ether (100 ml) was added with stirring and the mixture was allowed to stand at 5° C. for 12 hours. The crystals were filtered, washed with ether and air dried to give 4 (14.1 g, 88.1%).

Aufarbeitung

  1. customhydrogen chloride was bubbled through it for 3 to 5 hours
  2. customthe reaction on tlc (ethyl acetate-ethyl alcohol 7:1)
  3. filtrationThe crystals were filtered
  4. washwashed with ether and air
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f9b7839603514c9d8d055fe2a413cb99
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05773239

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